Literature DB >> 6975475

23,25-Dihydroxyvitamin D3: a natural precursor in the biosynthesis of 25-hydroxyvitamin D3-26,23-lactone.

Y Tanaka, H F DeLuca, H K Schnoes, N Ikekawa, T Eguchi.   

Abstract

To elucidate the biosynthesis of 25-hydroxyvitamin D3-26,23-lactone, two known metabolites of 25-hydroxyvitamin D3--23,25-dihydroxyvitamin D3 and 25,26-dihydroxyvitamin D3--were incubated individually with kidney homogenate prepared from vitamin D-supplemented chickens, a preparation known to produce the lactone from 25-hydroxyvitamin D3. The 25-hydroxyvitamin D3-26,23-lactone produced in vitro was then separated, purified, identified, and quantitated by consecutive straight-phase and reverse-phase high-performance liquid chromatography. 23,25-Dihydroxyvitamin D3 is a far better substrate for production of 25-hydroxyvitamin D3-26,23-lactone than is 25,26-dihydroxyvitamin D3. Production of lactone is highly selective for the natural 23(S)-hydroxy-23,25-dihydroxyvitamin D3 while both epimers of 25,26-dihydroxyvitamin D3 resulted in small amounts of product comigrating with natural lactone. It appears that 23(S),25-dihydroxyvitamin D3, but not 25,26-dihydroxyvitamin D3, is a natural precursor in the synthesis of 25-hydroxyvitamin D3-26,23-lactone; this result also implies that the configuration of the lactone at C-23 is S.

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Year:  1981        PMID: 6975475      PMCID: PMC320253          DOI: 10.1073/pnas.78.8.4805

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  12 in total

1.  Biological activity of 1,25-dihydroxycholecalciferol.

Authors:  J Omdahl; M Holick; T Suda; Y Tanaka; H F DeLuca
Journal:  Biochemistry       Date:  1971-07-20       Impact factor: 3.162

2.  25,26-dihydroxycholecalciferol, a metabolite of vitamin D3 with intestinal calcium transport activity.

Authors:  H F DeLuca; T Suda; H K Schnoes; Y Tanaka; M F Holick
Journal:  Biochemistry       Date:  1970-11-24       Impact factor: 3.162

3.  The determination of 24,25-dihydroxyvitamin D and 25,26-dihydroxyvitamin D in plasma from normal and nephrectomized man.

Authors:  R L Horst; R M Shepard; N A Jorgensen; H F DeLuca
Journal:  J Lab Clin Med       Date:  1979-02

4.  The 26-hydroxylation of 25-hydroxyvitamin D3 in vitro by chick renal homogenates.

Authors:  Y Tanaka; R A Shepard; H F DeLuca; H K Schnoes
Journal:  Biochem Biophys Res Commun       Date:  1978-07-14       Impact factor: 3.575

5.  Plasma concentrations of vitamin D3 and its metabolites in the rat as influenced by vitamin D3 or 25-hydroxyvitamin D3 intakes.

Authors:  R M Shephard; H F Deluca
Journal:  Arch Biochem Biophys       Date:  1980-06       Impact factor: 4.013

6.  25,26-Dihydroxycholecalciferol: a precursor in the renal synthesis of 25-hydroxycholecalciferol-26,23-lactone.

Authors:  B W Hollis; B A Roos; P W Lambert
Journal:  Biochem Biophys Res Commun       Date:  1980-07-31       Impact factor: 3.575

7.  1,25-Dihydroxyvitamin D in biological fluids: a simplified and sensitive assay.

Authors:  J A Eisman; A J Hamstra; B E Kream; H F DeLuca
Journal:  Science       Date:  1976-09-10       Impact factor: 47.728

8.  In vitro production of 1,25-dihydroxyvitamin D3 by rat placental tissue.

Authors:  Y Tanaka; B Halloran; H K Schnoes; H F DeLuca
Journal:  Proc Natl Acad Sci U S A       Date:  1979-10       Impact factor: 11.205

9.  Role of kidney tissue in the production of 25-hydroxyvitamin D3-26,23-lactone and 1 alpha, 25-dihydroxyvitamin D3-26,23-lactone.

Authors:  Y Tanaka; J K Wichmann; H E Paaren; H K Schnoes; H F DeLuca
Journal:  Proc Natl Acad Sci U S A       Date:  1980-11       Impact factor: 11.205

10.  Isolation and identification of 23,25-dihydroxyvitamin D3, an in vivo metabolite of vitamin D3.

Authors:  Y Tanaka; J K Wichmann; H K Schnoes; H F DeLuca
Journal:  Biochemistry       Date:  1981-06-23       Impact factor: 3.162

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  5 in total

1.  Assay and properties of 25-hydroxyvitamin D3 23-hydroxylase. Evidence that 23,25-dihydroxyvitamin D3 is a major metabolite in 1,25-dihydroxyvitamin D3-treated or fasted guinea pigs.

Authors:  J I Pedersen; Y Hagenfeldt; I Björkhem
Journal:  Biochem J       Date:  1988-03-01       Impact factor: 3.857

2.  Synthesis and determination of configuration of natural 25-hydroxyvitamin D(3) 26,23-lactone.

Authors:  T Eguchi; S Takatsuto; M Ishiguro; N Ikekawa; Y Tanaka; H F Deluca
Journal:  Proc Natl Acad Sci U S A       Date:  1981-11       Impact factor: 11.205

3.  23, 25, 26-trihydroxycholecalciferol. A 25-hydroxycholecalciferol-26,23-lactone precursor.

Authors:  J L Napoli; R L Horst
Journal:  Biochem J       Date:  1982-07-15       Impact factor: 3.857

4.  Discovery of candidate serum proteomic and metabolomic biomarkers in ankylosing spondylitis.

Authors:  Roman Fischer; David C Trudgian; Cynthia Wright; Gethin Thomas; Linda A Bradbury; Matthew A Brown; Paul Bowness; Benedikt M Kessler
Journal:  Mol Cell Proteomics       Date:  2011-10-13       Impact factor: 5.911

5.  High throughput LC-MS/MS method for the simultaneous analysis of multiple vitamin D analytes in serum.

Authors:  Angela E Taylor; Zaki K Hassan-Smith; Carl Jenkinson; John S Adams; Paul M Stewart; Martin Hewison; Brian G Keevil
Journal:  J Chromatogr B Analyt Technol Biomed Life Sci       Date:  2016-02-02       Impact factor: 3.205

  5 in total

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